Bryostatins: The asymmetric synthesis of the C1-C9 and C17-C27 fragments

J. De Brabander; M. Vandewalle

doi:10.1055/s-1994-25589

Bryostatins: The asymmetric synthesis of the C₁-C₉ and C₁₇-C₂₇ fragments

J. De Brabander, M. Vandewalle

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

56 Scopus citations

Abstract

The construction of the fragments C₁-C₉ 3 and C₁₇-C₂₇ 4a of the bryostatins in an enantioselective and highly diastereoselective fashion is described. The usefulness of the 'chiron' approach is illustrated with the synthesis of these fragments from, respectively, D-pantolactone (6) and D-isobutyl lactate (23) as chiral templates.

Original language	English (US)
Pages (from-to)	855-865
Number of pages	11
Journal	Synthesis
Issue number	8
DOIs	https://doi.org/10.1055/s-1994-25589
State	Published - 1994

Keywords

D-isobutyl lactate
D-pantolactone
aldol and reduction reactions
diastereoselectivity in alkylation
marine natural products

ASJC Scopus subject areas

Catalysis
Organic Chemistry

Access to Document

10.1055/s-1994-25589

Cite this

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abstract = "The construction of the fragments C1-C9 3 and C17-C27 4a of the bryostatins in an enantioselective and highly diastereoselective fashion is described. The usefulness of the 'chiron' approach is illustrated with the synthesis of these fragments from, respectively, D-pantolactone (6) and D-isobutyl lactate (23) as chiral templates.",

keywords = "D-isobutyl lactate, D-pantolactone, aldol and reduction reactions, diastereoselectivity in alkylation, marine natural products",

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AB - The construction of the fragments C1-C9 3 and C17-C27 4a of the bryostatins in an enantioselective and highly diastereoselective fashion is described. The usefulness of the 'chiron' approach is illustrated with the synthesis of these fragments from, respectively, D-pantolactone (6) and D-isobutyl lactate (23) as chiral templates.

KW - D-isobutyl lactate

KW - D-pantolactone

KW - aldol and reduction reactions

KW - diastereoselectivity in alkylation

KW - marine natural products

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