## Abstract Prochiral aliphatic ketones as well as acetophenones and heterocyclic analogues are propargylated by trimethylsilylpropargyl boronate under optimized conditions to give the corresponding homopropargylic tertiary alcohols in general with <90% enantioselectivity.
Copper-Catalyst-Controlled Site-Selective Allenylation of Ketones and Aldehydes with Propargyl Boronates
β Scribed by Fandrick, Keith R.; Ogikubo, Junichi; Fandrick, Daniel R.; Patel, Nitinchandra D.; Saha, Jaideep; Lee, Heewon; Ma, Shengli; Grinberg, Nelu; Busacca, Carl A.; Senanayake, Chris H.
- Book ID
- 120019081
- Publisher
- American Chemical Society
- Year
- 2013
- Tongue
- English
- Weight
- 987 KB
- Volume
- 15
- Category
- Article
- ISSN
- 1523-7060
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π SIMILAR VOLUMES
The boron-mediated aldol reactions of a range of chiral a-(N,N)-dibenzylamino ketones with aldehydes can be controlled to provide stereodefined adducts. Complementary induction can be achieved with c Hex 2 BCl/Me 2 NEt leading to preferential formation of the 1,2-anti-2,4-syn adducts, while Bu 2 BOT
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