期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 87, 期 23, 页码 15925-15937出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c02047
关键词
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资金
- National Institutes of Health (NIH) [CA031845, AI124743, P30 CA124435]
We report a one-step generation and reaction of a bifunctional allylating reagent that provides a route for the asymmetric allylation of aldehydes, and an improved Prins macrocyclization strategy.
We report a one-step (one-flask) generation and reaction of a bifunctional allylating reagent, a trimethylene methane dianion equivalent, that provides a route for the asymmetric 2-(trimethylsilylmethyl) allylation of aldehydes. The product of the first aldehyde allylation process is then set to engage in a second separate aldehyde allylation, providing an improved Prins macrocyclization strategy both for the scalable synthesis of bryostatin 1 and for the total synthesis of a new potent bryostatin analogue.
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