Unknown

Dataset Information

0

Enantioselective synthesis of (Z)-1,2-anti-2,5-anti-triol monosilyl ethers using a cross-metathesis allylboration sequence.

ABSTRACT: The enantioselective synthesis of (Z)-1,2-anti-2,5-anti-triol monosilyl ethers via a two-step sequence involving olefin cross-metathesis of ?-alkoxyallylboronate 4 and subsequent allylboration of the derived bisboryl intermediate 6 provides triol monoethers 7 with good to excellent diastereoselectivity.

SUBMITTER: Winbush SM 

PROVIDER: S-EPMC2945398 | biostudies-literature | 2010 Oct

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Enantioselective synthesis of (Z)-1,2-anti-2,5-anti-triol monosilyl ethers using a cross-metathesis allylboration sequence.

Winbush SusAnn M SM   Roush William R WR  

Organic letters 20101001 19

The enantioselective synthesis of (Z)-1,2-anti-2,5-anti-triol monosilyl ethers via a two-step sequence involving olefin cross-metathesis of β-alkoxyallylboronate 4 and subsequent allylboration of the derived bisboryl intermediate 6 provides triol monoethers 7 with good to excellent diastereoselectivity. ...[more]

Similar Datasets

Unknown Catalytic, enantioselective synthesis of 1,2-anti-diols by asymmetric ring-opening/cross-metathesis.
| S-EPMC4037230 | biostudies-literature
Unknown Enantioselective synthesis of 2-methyl-1,2-syn- and 2-methyl-1,2-anti-3-butenediols via allene hydroboration-aldehyde allylboration reaction sequences.
| S-EPMC2762002 | biostudies-literature
Unknown Tandem Z-Selective Cross-Metathesis/Dihydroxylation: Synthesis of anti-1,2-Diols.
| S-EPMC4547607 | biostudies-literature
Unknown Enantioselective synthesis of (Z)- and (E)-2-methyl-1,5-anti-pentenediols via an allene hydroboration-double-allylboration reaction sequence.
| S-EPMC3733567 | biostudies-literature
Unknown Enantioselective syntheses of syn- and anti-?-hydroxyallylsilanes via allene hydroboration-aldehyde allylboration reactions.
| S-EPMC3075570 | biostudies-literature
Unknown Diastereo- and enantioselective synthesis of (E)-2-Methyl-1,2-syn- and (E)-2-Methyl-1,2-anti-3-pentenediols via allenylboronate kinetic resolution with ((d)Ipc)2BH and aldehyde allylboration.
| S-EPMC3426628 | biostudies-literature
Unknown Nickel-Catalyzed Enantioselective Synthesis of Pre-Differentiated Homoallylic <i>syn</i>- or <i>anti</i>-1,2-Diols from Aldehydes and Dienol Ethers.
| S-EPMC8414482 | biostudies-literature
Unknown Cross-Metathesis of Methallyl Halides: Concise Enantioselective Formal Total Synthesis of (-)-Presphaerene.
| S-EPMC7344242 | biostudies-literature
Unknown Enol ethers as substrates for efficient Z- and enantioselective ring-opening/cross-metathesis reactions promoted by stereogenic-at-Mo complexes: utility in chemical synthesis and mechanistic attributes.
| S-EPMC3298191 | biostudies-literature
Unknown Synthesis of chiral ?-trifluoromethyl alcohols and ethers via enantioselective Hiyama cross-couplings of bisfunctionalized electrophiles.
| S-EPMC6120892 | biostudies-other