期刊
ORGANIC LETTERS
卷 24, 期 42, 页码 7806-7811出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c03127
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资金
- National Science and Technology Council, Taiwan [111-2113-M-005-020]
Two reagent-controlled regiodivergent annulation protocols were developed for the synthesis of bicyclic cyclopenta[b]pyrans and 8-oxabicyclo[3.2.1]octane derivatives with vinylogous nucleophiles.
Two reagent-controlled regiodivergent annulation protocols for Achmatowicz products with vinylogous nucleophiles have been developed, which furnished a series of bicyclic cyclopenta[b]pyrans and 8-oxabicyclo[3.2.1]octane derivatives in 28-90% yields. Plausible mechanisms were proposed to involve either Pd-catalyzed Tsuji-Trost allyl-allyl coupling and concomitant Michael cyclization or quinine-promoted cascade stepwise [5 + 2] cycloaddition and intramolecular Michael cyclization.
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