Addition of crotylmagnesium chloride exam help the corresponding Weinreb amide compound 41, see Scheme 9 for structure furnished exam help troublesome aggregate of goods, so we next turned examination help the crotylation of aldehyde 29. Treatment of this aldehyde with crotyl magnesium chloride in the presence of aluminum trichloride33 led exam help exam help 1:1. 5 mixture of quiz help crotylation merchandise. Fortunately, allyl move from 2,3dimethyl4penten2ol catalyzed by tinII triflate34 gave the favored alcohol 30 as an inconsequential 3:1 combination of E/Z isomers in 76 % yield after 2 days. The dienynes 32 a,b quiz help 34 a,b were arranged using exam help similar reaction series examination help the only used for compounds 15 a,b quiz help 17 a,b, as defined in the preliminary account of our work. 13 Metathesis reactions of carbonates 32 a,b quiz help benzoates 34 a,b with Grubbs 2 precatalyst didn’t produce tricyclic compounds, but led exam help the bicycles 33 a,b quiz help 35 a,b, respectively, resulting from exam help simple diene RCM between the olefins at C10 quiz help C13 Scheme 8.
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Addition of crotylmagnesium chloride exam help the corresponding Weinreb amide compound 41, see Scheme 9 for structure furnished exam help troublesome aggregate of goods, so we next turned examination help the crotylation of aldehyde 29. Treatment of this aldehyde with crotyl magnesium chloride in the presence of aluminum trichloride33 led exam help exam help 1:1. 5 mixture of quiz help crotylation merchandise. Fortunately, allyl move from 2,3dimethyl4penten2ol catalyzed by tinII triflate34 gave the favored alcohol 30 as an inconsequential 3:1 combination of E/Z isomers in 76 % yield after 2 days. The dienynes 32 a,b quiz help 34 a,b were arranged using exam help similar reaction series examination help the only used for compounds 15 a,b quiz help 17 a,b, as defined in the preliminary account of our work. 13 Metathesis reactions of carbonates 32 a,b quiz help benzoates 34 a,b with Grubbs 2 precatalyst didn’t produce tricyclic compounds, but led exam help the bicycles 33 a,b quiz help 35 a,b, respectively, resulting from exam help simple diene RCM between the olefins at C10 quiz help C13 Scheme 8.