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Concise asymmetric synthesis of two natural oxacyclododecindione-type macrolactones from industrial waste.


ABSTRACT: (S)-5-Methyl-tetrahydropyran-2-one 1 is a by-product in the production of key intermediates of steroidal hormones. Asymmetric synthesis of natural oxacyclododecindione-type macrolactones 2 and 3 has been realized for the first time from (S)-1 in seven and eight steps with 37% and 27% overall yield, respectively.

SUBMITTER: Liu X 

PROVIDER: S-EPMC9053229 | biostudies-literature | 2020 Apr

REPOSITORIES: biostudies-literature

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Concise asymmetric synthesis of two natural oxacyclododecindione-type macrolactones from industrial waste.

Liu Xian X   Nie Huifang H   Yao Lin L   Jiang Ru R   Chen Weiping W  

RSC advances 20200430 29


(<i>S</i>)-5-Methyl-tetrahydropyran-2-one 1 is a by-product in the production of key intermediates of steroidal hormones. Asymmetric synthesis of natural oxacyclododecindione-type macrolactones 2 and 3 has been realized for the first time from (<i>S</i>)-1 in seven and eight steps with 37% and 27% overall yield, respectively. ...[more]

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