Asymmetric aldol reactions using boron enolates

CJ Cowden, I Paterson - Organic Reactions, 2004 - Wiley Online Library
The directed aldol reaction allows the construction of new carbon–carbon bonds in a regio‐,
diastereo‐, and enantioselective manner. The kinetically controlled, boron‐mediated aldol …

The impact of the Mukaiyama aldol reaction in total synthesis

SBJ Kan, KKH Ng, I Paterson - … Chemie International Edition, 2013 - Wiley Online Library
Four decades since Mukaiyama's first reports on the successful application of silicon and
boron enolates in directed aldol reactions, the ability of this highly controlled carbon–carbon …

The anti-selective boron-mediated asymmetric aldol reaction of carboxylic esters

A Abiko, JF Liu, S Masamune - Journal of the American Chemical …, 1997 - ACS Publications
Natural products of propionate origin such as macrolide antibiotics often contain both anti-
and syn-3-hydroxy-2-methylcarbonyl units (1 and 2) in their structural framework. While the …

A practical synthesis of (+)-discodermolide and analogues: fragment union by complex aldol reactions

I Paterson, GJ Florence, K Gerlach… - Journal of the …, 2001 - ACS Publications
A practical stereocontrolled synthesis of (+)-discodermolide (1) has been completed in
10.3% overall yield (23 steps longest linear sequence). The absolute stereochemistry of the …

Recent applications of Stille reaction in total synthesis of natural products: An update

MM Heravi, L Mohammadkhani - Journal of Organometallic Chemistry, 2018 - Elsevier
Stille reaction is one of the most common, efficient and selective Pd-catalyzed cross-
coupling reactions for the construction of CC bonds in the art of organic synthesis. It was …

The Dihydroxyacetone Unit—A Versatile C3 Building Block in Organic Synthesis

D Enders, M Voith, A Lenzen - … Chemie International Edition, 2005 - Wiley Online Library
Nature employs dihydroxyacetone phosphate (DHAP) as the donor component in various
enzyme‐catalyzed aldol reactions. Probably the most significant example in this regard is …

The stereocontrolled total synthesis of polyketide natural products: a thirty-year journey

TP Stockdale, NYS Lam, MJ Anketell… - Bulletin of the …, 2021 - academic.oup.com
The diverse and complex structures of polyketide natural products have stimulated the
imagination of synthetic chemists for decades. Captivated by their often impressive …

Development of practical syntheses of the marine anticancer agents discodermolide and dictyostatin

GJ Florence, NM Gardner, I Paterson - Natural product reports, 2008 - pubs.rsc.org
Covering: 1993 to 2007 Initially isolated in trace quantities from deep-sea sponges, the
structurally related polyketides discodermolide and dictyostatin share the same microtubule …

Enantioselective total synthesis of the antitumor macrolide rhizoxin D

JA Lafontaine, DP Provencal, C Gardelli… - The Journal of Organic …, 2003 - ACS Publications
The convergent, highly enantioselective synthesis of rhizoxin D, a natural product
possessing potent antitumor and antifungal bioactivity, is described. The C (1)− C (9) …

Polyketide synthesis using the boron-mediated, anti-aldol reactions of lactate-derived ketones: Total synthesis of (-)-ACRL toxin IIIB

I Paterson - Synthesis, 1998 - thieme-connect.com
The boron-mediated, anti-selective, aldol reactions of ketone 2 (and related derivatives)
proceed with high levels of asymmetric induction, diastereoselectivities of up to 200: 1 in …