Synfacts 2016; 12(3): 0281
DOI: 10.1055/s-0035-1561737
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Copper-Catalyzed Asymmetric Cross-Aldol Reactions

Contributor(s):
Hisashi Yamamoto
,
Masahiro Sai
Lin L, Yamamoto K, Mitsunuma H, Kanzaki Y, Matsunaga S, * Kanai M. The University of Tokyo and Japan Science and Technology Agency, Tokyo, Japan
Catalytic Asymmetric Iterative/Domino Aldehyde Cross-Aldol Reactions for the Rapid and Flexible Synthesis of 1,3-Polyols.

J. Am. Chem. Soc. 2015;
137: 15418-15421
Further Information

Publication History

Publication Date:
16 February 2016 (online)

 

Significance

The authors report copper-catalyzed asymmetric iterative and domino cross-aldol reactions. A variety of 1,3-polyols were obtained in high yields and high diastereo- and enantioselectivities.


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Comment

In this reaction, the use of amine additives permits asymmetric triple and quadruple aldol reactions to be performed in a one-pot process. The method should be useful for the straightforward synthesis of enantiomerically and diastereomerically enriched 1,3-polyols.


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