Asymmetric aldol reactions using boron enolates: Applications to polyketide synthesis

Ian Paterson; Victoria A. Doughty; Gordon Florence; Kai Gerlach; Malcolm D. McLeod; Jeremy P. Scott; Thomas Trieselmann

doi:10.1021/bk-2001-0783.ch014

Asymmetric aldol reactions using boron enolates: Applications to polyketide synthesis

Ian Paterson^*, Victoria A. Doughty, Gordon Florence, Kai Gerlach, Malcolm D. McLeod, Jeremy P. Scott, Thomas Trieselmann

^*Corresponding author for this work

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

15 Citations (Scopus)

Abstract

The chiral boron enolates 7-14 add to aldehydes with high levels of stereocontrol in a predictable sense. These enolates are designed specifically for the aldol-based construction of the highly oxygenated and stereochemically challenging structures found in polyketide natural products, as illustrated here by their application to the total synthesis of concanamycin F and discodermolide.

Original language	English
Pages (from-to)	195-206
Number of pages	12
Journal	ACS Symposium Series
Volume	783
DOIs	https://doi.org/10.1021/bk-2001-0783.ch014
Publication status	Published - 2001
Externally published	Yes

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title = "Asymmetric aldol reactions using boron enolates: Applications to polyketide synthesis",

abstract = "The chiral boron enolates 7-14 add to aldehydes with high levels of stereocontrol in a predictable sense. These enolates are designed specifically for the aldol-based construction of the highly oxygenated and stereochemically challenging structures found in polyketide natural products, as illustrated here by their application to the total synthesis of concanamycin F and discodermolide.",

author = "Ian Paterson and Doughty, \{Victoria A.\} and Gordon Florence and Kai Gerlach and McLeod, \{Malcolm D.\} and Scott, \{Jeremy P.\} and Thomas Trieselmann",

year = "2001",

doi = "10.1021/bk-2001-0783.ch014",

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T2 - Applications to polyketide synthesis

AU - Paterson, Ian

AU - Doughty, Victoria A.

AU - Florence, Gordon

AU - Gerlach, Kai

AU - McLeod, Malcolm D.

AU - Scott, Jeremy P.

AU - Trieselmann, Thomas

PY - 2001

Y1 - 2001

N2 - The chiral boron enolates 7-14 add to aldehydes with high levels of stereocontrol in a predictable sense. These enolates are designed specifically for the aldol-based construction of the highly oxygenated and stereochemically challenging structures found in polyketide natural products, as illustrated here by their application to the total synthesis of concanamycin F and discodermolide.

AB - The chiral boron enolates 7-14 add to aldehydes with high levels of stereocontrol in a predictable sense. These enolates are designed specifically for the aldol-based construction of the highly oxygenated and stereochemically challenging structures found in polyketide natural products, as illustrated here by their application to the total synthesis of concanamycin F and discodermolide.

UR - https://www.scopus.com/pages/publications/0042850737

U2 - 10.1021/bk-2001-0783.ch014

DO - 10.1021/bk-2001-0783.ch014

M3 - Article

AN - SCOPUS:0042850737

SN - 0097-6156

VL - 783

SP - 195

EP - 206

JO - ACS Symposium Series

JF - ACS Symposium Series

ER -

Asymmetric aldol reactions using boron enolates: Applications to polyketide synthesis

Abstract

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