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A Unified Approach for the Total Synthesis of cyclo-Archaeol, iso-Caldarchaeol, Caldarchaeol, and Mycoketide.

ABSTRACT: Ir-catalyzed asymmetric alkene hydrogenation is presented as the strategy par excellence to prepare saturated isoprenoids and mycoketides. This highly stereoselective synthesis approach is combined with an established ¹³ C-NMR method to determine the enantioselectivity of each methyl-branched stereocenter. It is shown that this analysis is fit for purpose and the combination allows the synthesis of the title compounds with a significant increase in efficiency.

SUBMITTER: Andringa RLH

PROVIDER: S-EPMC8362178 | biostudies-literature | 2021 Aug

REPOSITORIES: biostudies-literature

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A Unified Approach for the Total Synthesis of cyclo-Archaeol, iso-Caldarchaeol, Caldarchaeol, and Mycoketide.

Andringa Ruben L H RLH de Kok Niels A W NAW Driessen Arnold J M AJM Minnaard Adriaan J AJ

Angewandte Chemie (International ed. in English) 20210604 32

Ir-catalyzed asymmetric alkene hydrogenation is presented as the strategy par excellence to prepare saturated isoprenoids and mycoketides. This highly stereoselective synthesis approach is combined with an established <sup>13</sup> C-NMR method to determine the enantioselectivity of each methyl-branched stereocenter. It is shown that this analysis is fit for purpose and the combination allows the synthesis of the title compounds with a significant increase in efficiency. ...[more]

PMID: 33929790

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