― 254 ―aldehydes leading to allylation products. Angew Chem Int Ed, 50, 11465–11469 (2011).2. T Miura, Y Nishida, M Morimoto, M Murakami: Enantioselective synthesis of anti homoallylic alcohols from terminal alkynes and aldehydes based on concomitant use of a cationic iridium complex/a chiral phosphoric acid. J Am Chem Soc, 135, 11497–11500 (2013).3. T Miura, J Nakahashi, T Sasatsu, M Murakami: Synthesis of γ-boryl-substituted homoallylic alcohols with anti stereochemistry based on a double-bond transposition protocol. Angew Chem Int Ed, 58, 1138–1142 (2019).4. T Miura, N Oku, M Murakami: Diastereo- and enantioselective synthesis of (E)-δ-boryl-substituted anti-homoallylic alcohols in two steps from terminal alkynes. Angew Chem Int Ed, 58, 14620–14624 (2019). 5. T Miura, J Nakahashi, M Murakami: Enantioselective synthesis of (E)-δ-boryl-substituted anti-homoallylic alcohols using palladium and a chiral phosphoric acid. Angew Chem Int Ed, 56, 6989–6993 (2017). 6. T Miura, J Nakahashi, W Zhou, Y Shiratori, S G Stewart, M Murakami: Enantioselective Synthesis of anti-1,2-oxaborinan-3-enes from aldehydes and 1,1-di(boryl)alk-3-enes using ruthenium and chiral phosphoric acid catalysts. J Am Chem Soc, 139, 10903–10908 (2017).7. T Miura, N Oku, Y Shiratori, Y Nagata, M Murakami: Stereo- and enantioselective synthesis of propionate-derived trisubstituted alkene motifs. Chem Eur J, 27, 3861–3868 (2021).8. M Chen and W R Roush: Enantioconvergent hydroboration of a racemic allene: enantioselective synthesis of (E)-δ-stannyl-anti-homoallylic alcohols via aldehyde crotylboration. J Am Chem Soc, 133, 5744–5747 (2011).9. S Krautwald, M J Bezdek, P J Chirik: Cobalt-catalyzed 1,1-diboration of terminal alkynes: scope, mechanism, and synthetic applications. J Am Chem Soc, 139, 3868–3875 (2017).10. L Crombie and D O Morgan: Synthesis of [14,14-2H2]-linolenic acid and its use to confirm the pathway to 12-oxophytodienoic acid (12-oxoPDA) in plants. J Chem Soc Perkin Trans, 1, 581–587 (1991).11. J Park, S Choi, Y Lee, S H Cho: Chemo- and stereoselective crotylation of aldehydes and cyclic aldimines with allylic gem-diboronate ester. Org Lett, 19, 4054–4057 (2017).12. S Gao, J Chen, M Chen: (Z)-α-Boryl-crotylboron reagents via Z-selective alkene isomerization and application to stereoselective syntheses of (E)-δ-boryl-syn-homoallylic alcohols. Chem Sci, 10, 3637–3642 (2019).謝 辞本研究に実施するにあたり，多大なる助成を賜りました公益財団法人 中外創薬科学財団に深く感謝いたします．また，共同研究者（山崎賢博士，奥直樹博士，髙柳ひろ氏，佐藤大愛氏）に心よりお礼申し上げます．引用文献1. H Shimizu, T Igarashi, T Miura, M Murakami: Rhodium-catalyzed reaction of 1-alkenylboronates with
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