Total synthesis of the L-hexoses

Soo Y. Ko; Albert W.M. Lee; Satoru Masamune; Lawrence A. Reed III; K. Barry Sharpless; Frederick J. Walker

doi:10.1016/S0040-4020(01)97596-9

Total synthesis of the L-hexoses

Soo Y. Ko, Albert W.M. Lee, Satoru Masamune, Lawrence A. Reed III, K. Barry Sharpless, Frederick J. Walker

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

139 Scopus citations

Abstract

Enantiomerically pure polyhydroxylated natural products are synthesized by using a reiterative two-carbon extension cycle consisting of four key transformations. The generality and efficiency of this methodology are demonstrated in the total synthesis of all eight L-hexoses.

Original language	English
Pages (from-to)	245-264
Number of pages	20
Journal	Tetrahedron
Volume	46
Issue number	1
DOIs	https://doi.org/10.1016/S0040-4020(01)97596-9
State	Published - 1990

Bibliographical note

Funding Information:
ACKNOWLEDGEMENT. We are grateful to the National Institutes of Health (grant GM 31124) and to the National Science Foundation for financial support. High-resolution mass spectra were provided by a facility supported by the National Institutes of Health (grant RR 00317). We are greatly indebted to Drs. Y. Ito, T. Katsuki, P. Ma, V. Martin, D. Tuddenham and S. Viti for their contributions which provided the foundation for the present work.

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title = "Total synthesis of the L-hexoses",

abstract = "Enantiomerically pure polyhydroxylated natural products are synthesized by using a reiterative two-carbon extension cycle consisting of four key transformations. The generality and efficiency of this methodology are demonstrated in the total synthesis of all eight L-hexoses.",

author = "Ko, {Soo Y.} and Lee, {Albert W.M.} and Satoru Masamune and {A. Reed III}, Lawrence and {Barry Sharpless}, K. and Walker, {Frederick J.}",

note = "Funding Information: ACKNOWLEDGEMENT. We are grateful to the National Institutes of Health (grant GM 31124) and to the National Science Foundation for financial support. High-resolution mass spectra were provided by a facility supported by the National Institutes of Health (grant RR 00317). We are greatly indebted to Drs. Y. Ito, T. Katsuki, P. Ma, V. Martin, D. Tuddenham and S. Viti for their contributions which provided the foundation for the present work.",

year = "1990",

doi = "10.1016/S0040-4020(01)97596-9",

language = "English",

volume = "46",

pages = "245--264",

journal = "Tetrahedron",

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T1 - Total synthesis of the L-hexoses

AU - Ko, Soo Y.

AU - Lee, Albert W.M.

AU - Masamune, Satoru

AU - A. Reed III, Lawrence

AU - Barry Sharpless, K.

AU - Walker, Frederick J.

N1 - Funding Information: ACKNOWLEDGEMENT. We are grateful to the National Institutes of Health (grant GM 31124) and to the National Science Foundation for financial support. High-resolution mass spectra were provided by a facility supported by the National Institutes of Health (grant RR 00317). We are greatly indebted to Drs. Y. Ito, T. Katsuki, P. Ma, V. Martin, D. Tuddenham and S. Viti for their contributions which provided the foundation for the present work.

PY - 1990

Y1 - 1990

N2 - Enantiomerically pure polyhydroxylated natural products are synthesized by using a reiterative two-carbon extension cycle consisting of four key transformations. The generality and efficiency of this methodology are demonstrated in the total synthesis of all eight L-hexoses.

AB - Enantiomerically pure polyhydroxylated natural products are synthesized by using a reiterative two-carbon extension cycle consisting of four key transformations. The generality and efficiency of this methodology are demonstrated in the total synthesis of all eight L-hexoses.

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U2 - 10.1016/S0040-4020(01)97596-9

DO - 10.1016/S0040-4020(01)97596-9

M3 - Article

AN - SCOPUS:0011054904

SN - 0040-4020

VL - 46

SP - 245

EP - 264

JO - Tetrahedron

JF - Tetrahedron

IS - 1

ER -

Total synthesis of the L-hexoses

Abstract

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