In this section
@article{Bahou:2019:10.26434/chemrxiv.8267837.v3,
author = {Bahou, K and Braddock, DC and Meyer, AG and Savage, GP and Shi, Z and He, T},
doi = {10.26434/chemrxiv.8267837.v3},
title = {A Relay Strategy Actuates Pre-Existing Trisubstituted Olefins in Monoterpenoids to Form New Trisubstituted Olefins by Cross Metathesis},
url = {http://dx.doi.org/10.26434/chemrxiv.8267837.v3},
year = {2019}
}
TY - JOUR
AB - <jats:p> <jats:bold> <jats:underline>Abstract:</jats:underline> </jats:bold> A retrosynthetic disconnection-reconnection analysis of epoxypolyenes – substrates that can undergo cyclization to podocarpane-type tricycles – reveals relay-actuated Δ <jats:sup>6,7</jats:sup> -functionalized monoterpenoid alcohols for ruthenium benzylidene catalyzed olefin cross metathesis with homoprenyl benzenes. Successful implementation of this approach provided several epoxypolyenes as expected ( <jats:italic toggle="yes">E</jats:italic> : <jats:italic toggle="yes">Z</jats:italic> , ca. 2-3:1). The method is further generalized for the cross metathesis of pre-existing trisubstituted olefins in other relay-actuated Δ <jats:sup>6,7</jats:sup> -functionalized monoterpenoid alcohols with various other trisubstituted alkenes to form new trisubstituted olefins. Epoxypolyene cyclization of an enantiomerically pure, but geometrically impure, epoxypolyene substrate provides an enantiomerically pure, trans-fused, podocarpane-type tricycle (from the <jats:italic toggle="yes">E</jats:italic> -geometrical isomer). </jats:p>
AU - Bahou,K
AU - Braddock,DC
AU - Meyer,AG
AU - Savage,GP
AU - Shi,Z
AU - He,T
DO - 10.26434/chemrxiv.8267837.v3
PY - 2019///
TI - A Relay Strategy Actuates Pre-Existing Trisubstituted Olefins in Monoterpenoids to Form New Trisubstituted Olefins by Cross Metathesis
UR - http://dx.doi.org/10.26434/chemrxiv.8267837.v3
UR - https://doi.org/10.26434/chemrxiv.8267837.v3
ER -